Goran Petrović, Jonathan Bristow, Steven F. Sukits, Nitesh Panchal, Indra Prakash
{"title":"Radiolabeling of Siamenoside I with Carbon-14","authors":"Goran Petrović, Jonathan Bristow, Steven F. Sukits, Nitesh Panchal, Indra Prakash","doi":"10.1021/acs.orglett.4c04537","DOIUrl":null,"url":null,"abstract":"The synthesis of radiolabeled [25-<sup>14</sup>C]-siamenoside I following a synthetic route developed using unlabeled materials is disclosed. The synthesis features an early stage labeling of the mogrol’s C25 <i>via</i> an oxidative cleavage–reconstruction strategy and regioselective glycosylations directed by protecting group manipulations. This route provided access to adequate amounts of [25-<sup>14</sup>C]-siamenoside I for <i>in vivo</i> ADME and PK studies.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"205 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-01-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.4c04537","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
The synthesis of radiolabeled [25-14C]-siamenoside I following a synthetic route developed using unlabeled materials is disclosed. The synthesis features an early stage labeling of the mogrol’s C25 via an oxidative cleavage–reconstruction strategy and regioselective glycosylations directed by protecting group manipulations. This route provided access to adequate amounts of [25-14C]-siamenoside I for in vivo ADME and PK studies.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.